Potassium Carbonate → (3-iodo-2-propynyl)-3N-(2-furanyl)-5-fluorouracil

HRID 1698783Notes

Reaction equation

[O:1]1[CH:5]=[CH:4][CH:3]=[C:2]1[N:6]1[C:11](=[O:12])[C:10]([F:13])=[CH:9][NH:8][C:7]1=[O:14].ClC1C(=O)NC(=O)NC=1.CC1C=CC(S(O[CH:35]([I:38])[C:36]#[CH:37])(=O)=O)=CC=1.C(=O)([O-])[O-].[K+].[K+]>>[I:38][C:35]#[C:36][CH2:37][C:9]1[NH:8][C:7](=[O:14])[N:6]([C:2]2[O:1][CH:5]=[CH:4][CH:3]=2)[C:11](=[O:12])[C:10]=1[F:13]

Participants

Reactant 4

HCID 11430Potassium Carbonate

HCID 157585-Chlorouracil

HCID 324191(2-Furanyl)-5-fluorouracil

HCID 18321752Iodopropargyl 4methylbenzenesulfonate

Product 1

HCID 131723108(3-iodo-2-propynyl)-3N-(2-furanyl)-5-fluorouracil

Procedure

The procedure in Example 1 was repeated, except that 2.0477 g of 3N-(2-furanyl)-5-fluorouracil (ftorafur) (10.23 mmole) available from Aldrich Chemical Co. was used instead of 5-chlorouracil and 3.6089 g of iodopropargyl 4-methylbenzenesulfonate (10.741 mmole) and 1.060 g (7.67 mmole) of potassium carbonate were used.

Sources & evidence

ORD record: ord-d7f4dd928e2749ac86d7ce74c00a692c
Source dataset: uspto-grants-2002_02
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06344460B1

Reaction notes

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